South Pasadena Homes with Pool Community Features

South Pasadena Homes with Pool Community Features

Welcome to South Pasadena, Florida, a charming coastal city nestled in the heart of Pinellas County. Known for its picturesque landscapes and friendly neighborhoods, South Pasadena offers a unique blend of small-town charm and modern amenities. With its proximity to the stunning Gulf of Mexico, residents enjoy a laid-back lifestyle enriched by beautiful beaches, vibrant parks, and a warm community spirit.

One of the standout features of South Pasadena is its inviting homes with pool community options. Imagine stepping outside your door to a serene oasis, where you can relax by the pool under the warm Florida sun or host delightful gatherings with family and friends. These homes often come with spacious backyards, perfect for both entertaining and enjoying quiet moments of reflection.

In addition to the allure of poolside living, South Pasadena boasts a variety of community features that enhance the quality of life for its residents. The city is home to well-maintained parks, scenic walking trails, and recreational facilities, making it easy to stay active and connected with nature. Local shops, cafes, and restaurants offer a delightful array of options for dining and leisure, fostering a sense of community among neighbors.

Whether you're seeking a permanent residence or a vacation getaway, South Pasadena's homes with pool community features provide the ideal backdrop for a relaxed and fulfilling lifestyle. With its welcoming atmosphere and beautiful surroundings, South Pasadena is not just a place to live; it's a place to thrive. Come discover the charm of South Pasadena and make it your new home!

Newest South Pasadena Homes with Pool Community Features

6960 Sunset Drive S Unit 2A, South Pasadena
$95,000
1 Beds ⋅ 1 Baths ⋅ Les Chateaux Condo SubDv. ⋅ 33707 Zip Code
Virtually Staged. Welcome to this bright and inviting condo in a convenient St. Petersburg location. This well-maintained unit features beautiful bamboo flooring throughout the main living areas and bedrooms, a spacious open living and dining area, and plenty of natural light. The functional kitchen offers ample cabinet and counter space, while the comfortable Primary Bedroom includes a walk in closet for added storage. With a neutral interior, this home is ready for its next owner to add creative touches. Conveniently located near shopping, dining, beaches, and downtown St. Petersburg.. Schedule your showing today!

6960 Sunset Drive S Unit 2A, South Pasadena
7425 Bay Island Drive S Unit 105, South Pasadena
$214,500
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 2 SubDv. ⋅ 33707 Zip Code
Bay Islands has so much to offer the +55 resident! A gated waterfront community in S Pasadena, a terrific location between the Gulf beaches and St Petersburg. This lovely updated 2 bed 2 bath - ground level condo enjoys a beautiful east view of the Pass that connects Boca Ciega Bay to the Intracoastal. Get to know the dolphins that pass by every day while you enjoy your coffee! This condo had very minimal water damage from the past storms, yet it has new kitchen and bathroom cabinets, quartz counters, new appliances, and gorgeous hurricane rated windows and 3 panel sliding doors, carpeting and interior paint. even the furnishings are available. There's a hook-up for a stack laundry near the guest bath. Your small pets are Welcome ( 2 pets, 1 dog + 1 cat Or 2 cats ) The Bahama building has owned solar panels on roof that offset everyone water bill. Bay Islands has 6 pools, a Very Active social vibe ! Gorgeous 2 story Rec Center, with Assoc Office - a banquet room with stage and kitchen, bar area, a library, billards and card rooms And his & her gyms with saunas. There is a 1.4 mile walkable seawall surrounding the community - multiple tennis courts and many areas to grill and picnic. And a marina - slips may be available. IF you need to wander, the SunRunner Express bus, just out front will zip you to locations in downtown St Petersburg as well as all along St Pete Beach. THIS could be the lifestyle you've been thinking about

7425 Bay Island Drive S Unit 105, South Pasadena
2960 59th Street Unit 215, Gulfport
$184,900
2 Beds ⋅ 2 Baths ⋅ Jamison House SubDv. ⋅ 33707 Zip Code
WELCOME TO UNIT 215-THE JAMISON. Every day a beautiful with the big windows looking directly at Boca Ciega Bay and also the daily sunsets are amazing! A Premium Waterfront Lifestyle with Total Financial Peace of Mind. Third floor Corner unit with Beautiful Views. Stunning sunsets are your almost every day and intracoastal views from this light filled residence, enhanced by abundant windows and natural light though out. The open plan showcases a beautifully updated kitchen with modern appliances and updated windows. Incudes a carport. The impressive primary suite features an oversized, a large walk-in closet and a private ensuite bathroom. The secondary bedroom is generously sized and offers double closets, ideal for quests or a home office. An oversized hallway linin closet provides exceptional storage rarely seen in a condo. Unit also comes with a separate storage area. Additional highlights include smooth ceilings throughout, neutral décor, custom ceiling fans and beautiful maintenance-free flooring. Natural gas (which is not common in condos) is included in the monthly condo fee, providing energy for both cooking and heating. Town Shores offers an active and vibrant lifestyle with a large clubhouse hosting social events and activities, four heated pools, a fitness center with sauna, library, bocce ball, tennis/ pickle ball and shuffleboard courts. Ideally located within walking distance to downtown Gulfport, you’ll enjoy ease access to fine dining, cages, shops, galleries and waterfront activities. Live the Good Life in this bright with dazzling views of Boca Ciega Bay and only a short walk to Gulfport Beach. This waterfront condo has 2 bedrooms and 2 bathrooms in this 55+ Community of Town Shores of Gulfport. Skip the hassle and expense of moving trucks and furniture shopping. This condo features contemporary selection of high-end furnishings purchased just 2 years ago for over $25,000. The entire package is meticulously maintained and is completely negotiable to be included with the sale, offering you a seamless, walk-in ready. BUY WITH TOTAL FINANCIAL CERTAINTY. Unlike many coastal Florida hurdles, the Jamison Building offers you complete financial security. Fully Funded Reserves: The association reserves are 100% funded in accordance with State Compliance Laws. The building has successfully passed the mandatory Milestone inspections.

2960 59th Street Unit 215, Gulfport
5980 Shore Drive S Unit 901, Gulfport
$375,000
3 Beds ⋅ 3 Baths ⋅ Town Shores SubDv. ⋅ 33707 Zip Code
Diplomat building, newly painted, newer flake & Epoxy flooring on walkways and laundry rooms, carport roofing recently cleaned (power washed), lush maintained landscaping, breathtaking views of Boca Ciega Bay and glorious sunsets. Enjoy living in this beautiful east end unit at Town Shores of Gulfport. You have your own oasis at the end of the hallway with full water views, loads of shade and privacy. The condo is protected with hurricane shutters for those yearly storms we may get in the summers. Stone countertops speak of an updated kitchen, upgraded maple cabinets, dishwasher, microwave, refrigerator featuring all the comforts of home. Enjoy the bonus of a full size Washer and Dryer. What a benefit for a new owner. A must see for anyone thinking of buying a waterfront condo.

5980 Shore Drive S Unit 901, Gulfport
1893 Shore Dr. Drive S Unit 216, South Pasadena
$140,000
2 Beds ⋅ 2 Baths ⋅ Shore Plaza Bldg SubDv. ⋅ 33707 Zip Code
Waterfront Value on Shore Drive: Priced to Sell! Why pay $180K+? The last 2/2 in this community sold for just over $180K, and this second-floor unit is priced at $140K. Waterfront living on Boca Ciega Bay at a price you won't see often. This 2-bed, 2-bath condo in a sought-after 55+ waterfront community is move-in ready. Sip your morning coffee in the spacious Florida room and watch dolphins, manatees, and boats drift by. St. Pete Beach, Treasure Island, and Gulfport are all just minutes away. Split-bedroom layout for privacy • Spacious primary suite with ensuite bath and large closet • Large windows and bright living space with bay views • Meticulously maintained* The community offers fantastic waterfront amenities, including: • Heated waterfront pool • Fishing pier and dock • Waterfront picnic areas with gas grills • Large clubhouse with fitness center, billiards, and event space • Laundry rooms on every floor Major community improvements include a new roof and dock/fishing pier (2018). The monthly condo fee provides tremendous value, covering cable, internet, gas, water, and more. The building also uses a central gas boiler, which helps reduce both building and individual unit insurance costs. Conveniently located near shopping, dining, medical facilities, and the SunRunner Express to downtown St. Petersburg. Affordable waterfront living in a prime location—rarely available at this value on Shore Drive. Schedule your private showing today and start enjoying the relaxed Florida coastal lifestyle.

1893 Shore Dr. Drive S Unit 216, South Pasadena
1868 Shore Drive S Unit 208, South Pasadena
$224,900
2 Beds ⋅ 2 Baths ⋅ Shore Towers Bldg SubDv. ⋅ 33707 Zip Code
ABSOLUTELY STUNNING WATER VIEWS! Welcome to this beautifully furnished 2-bedroom, 2-bath condo located on the second floor of the desirable 55+ waterfront community of Shore Towers, offering approximately 1,250 square feet of comfortable living space and breathtaking views of Boca Ciega Bay. From the moment you step inside, your eye is immediately drawn toward the sparkling water, tropical landscaping, and peaceful waterfront setting beyond. This inviting residence offers the perfect combination of comfort, convenience, and quintessential Florida living. The bright and spacious living area flows seamlessly into the Florida room, where expansive windows frame sweeping, unobstructed views of Boca Ciega Bay. Filled with natural light, this is truly the highlight of the home and the perfect place to enjoy your morning coffee, unwind at the end of the day, watch boats pass by, or simply take in the incredible waterfront scenery and Florida sunsets. The kitchen features crisp white cabinetry, granite countertops, stainless steel appliances, ceramic tile flooring, and a convenient breakfast bar and coffee station. Easy-care flooring throughout makes the residence ideal for relaxed everyday living. The generously sized primary suite provides plenty of room for an additional sitting area, reading nook, or home office and features a large closet and private en-suite bathroom. Even the primary bedroom captures a beautiful glimpse of Boca Ciega Bay through a charming interior window overlooking the Florida room, allowing you to enjoy a touch of the water view right from your bedroom. A spacious second bedroom and full guest bath provide comfortable accommodations for visitors while maintaining privacy. For added peace of mind, the residence features impact windows and electric hurricane shutters. The condo is offered furnished, making it easy to settle in and immediately begin enjoying the waterfront lifestyle. Beyond the residence, Shore Towers offers beautifully maintained tropical grounds and an impressive collection of amenities. Spend your days relaxing alongside the heated waterfront pool, enjoy the clubhouse and fitness room, play a round of shuffleboard, or gather with friends at the waterfront patio and BBQ area. The community dock makes it easy to truly embrace life on the water—launch your kayak or paddleboard right from the property and paddle across the calm waters of Boca Ciega Bay to a small nearby island just offshore. Whether you're fishing from the dock, exploring the bay, watching dolphins and other marine life, or simply relaxing by the water and taking in the view, there are endless ways to enjoy this incredible waterfront setting. Ideally located just minutes from the sugar-sand beaches of St. Pete Beach, vibrant Gulfport, shopping, restaurants, and entertainment, while Downtown St. Petersburg and its renowned waterfront, museums, dining, nightlife, and Pier are only a short drive away. Tampa International Airport and St. Pete-Clearwater International Airport are also conveniently accessible. If you've been searching for a furnished Florida retreat where spectacular water views take center stage, this is one you won't want to miss. Come experience the peaceful waterfront setting and easy Florida lifestyle Shore Towers has to offer!

1868 Shore Drive S Unit 208, South Pasadena
6025 Shore Boulevard S Unit 107, Gulfport
$254,900
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome to waterfront living in Town Shores of Gulfport, a vibrant 55+ community nestled along the beautiful shores of Boca Ciega Bay. This spacious 2-bedroom, 2-bath GROUND FLOOR residence offers comfortable Florida living with easy access and a relaxed coastal feel. The open living and dining areas create a welcoming space for everyday living and entertaining, while the Florida room provides a wonderful spot to enjoy the waterfront setting and Florida sunshine. The primary bedroom offers a private retreat, complemented by a second bedroom and full bath for guests. Town Shores offers an array of amenities designed for an active, social lifestyle, including heated pools, tennis and pickleball courts, shuffleboard, clubhouse activities, fitness opportunities, and scenic waterfront areas. Conveniently located near downtown Gulfport's restaurants, shops, galleries, parks, and waterfront attractions, this home puts the best of Gulfport right outside your door. Whether you're looking for a year-round residence or a seasonal getaway, this waterfront condo offers the opportunity to enjoy the laid-back Gulfport lifestyle in a sought-after 55+ community.

6025 Shore Boulevard S Unit 107, Gulfport
6060 Shore Boulevard S Unit 200, Gulfport
$560,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Unique East-Side Corner Condo with Amazing Water Views. Welcome to this immaculate, updated, 2-bedroom, 2-bathroom corner condo in the highly sought-after Buckingham Building at Town Shores of Gulfport. Conveniently provided as Turn-Key, including all the furniture, furnishings and fully equipped kitchen. Unique to the Buckingham building is a Balcony, and this east-side corner unit features a spacious wrap-around balcony with spectacular water views of Boca Ciega Bay, where you may spot dolphins, rays, and even manatees. Inside, you'll find tile flooring throughout, an updated kitchen featuring stone countertops, stainless-steel appliances, a gas range and a breakfast bar. Your very own in-unit washer and dryer, unique to the Buckingham, and kitchen water purification system add an extra touch of convenience. The home is equipped with a new 2-ton A/C installed in May 2025, complete with an extended warranty. Another highly desirable feature is the coveted covered parking space directly under the building. Storm protection is exceptional, with hurricane roll-down shutters on all the balconies, windows, as well as heavy-duty aluminum accordion shutters protecting the main living room and primary bedroom glass sliders. Town Shores is a vibrant 55+ community offering an incredible variety of amenities and activities, including tennis and pickleball courts, Bocce and shuffleboard courts, four heated swimming pools, Kayak storage and launch area, and Boat slips available for rent when available. The Clubhouse houses numerous amenities such as the Fitness center, billiards room, Library and more. Outside the community, the City of Gulfport provides a world of entertainment, shopping, and relaxation. The Gulfport Library, the Hickman Theater, public Tennis courts, Baseball field, the Casino with yearly events and let's not forget the Gulfport Beach! The Beaches and downtown St. Petersburg are all nearby adding opportunities to your active calendar. No pets allowed. Come see this Gem!

6060 Shore Boulevard S Unit 200, Gulfport
7300 Sun Island Drive S Unit 1104, South Pasadena
$430,000
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 15 SubDv. ⋅ 33707 Zip Code
WATER VIEWS FROM EVERY ROOM. Perched on the 11th floor of Bay Island, a gated 55+ community in South Pasadena, this 2-bedroom, 2-bath condo offers 1,310 square feet and sweeping views of Boca Ciega Bay, the marina, the Intracoastal Waterway, the Gulf of Mexico and the downtown St. Petersburg skyline. The kitchen was remodeled under a 2023 permit and features granite countertops, wood shaker cabinets, Italian marble accents and Samsung appliances. Additional updates include an LG washer and dryer, light fixtures and fresh interior paint. Hurricane shutters add peace of mind, while a split floor plan places the bedrooms on opposite sides of the home for privacy. Both bedrooms have walk-in closets, the primary suite has its own bath, and three storage rooms provide extra space. Ceramic tile and wood-look laminate flooring run throughout. The HVAC was updated in 2017. The monthly HOA fee covers cable, internet, water, sewer, trash, building insurance and 24-hour security. Enjoy six heated pools, spas, a fitness center with sauna, tennis and pickleball courts, shuffleboard, a clubhouse, library, fishing pier, boat slips and a 1.5-mile waterfront walking trail. A reserved covered parking space is included, with guest parking available. Located approximately 2 miles from St. Pete Beach, near Gulfport’s restaurants and art festivals, and about 20 minutes from downtown St. Petersburg. Schedule your private tour of Bay Island today. Optional turnkey furnishings are available and may be conveyed under a separate Bill of Sale.

7300 Sun Island Drive S Unit 1104, South Pasadena
7912 Sailboat Key Boulevard S Unit 201, South Pasadena
$759,000
2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
Welcome to an extraordinary waterfront lifestyle in this beautifully renovated 2-bedroom, 2-bath corner condominium with den located in the highly sought-after, resort-style community of Harbourside. With more than $200,000 invested in impressive upgrades—including new plumbing—this remarkable residence is truly in a class of its own. Adding to this rare opportunity, a large boat slip with lift and boat may be purchased separately. From your private balcony, relax and take in beautiful southeasterly views of the Intracoastal Waterway, passing boats, dolphins, manatees, pelicans, and other marine life. The water views continue inside, filling the living room and primary bedroom with an ever-changing waterfront backdrop. The spacious 1,300-square-foot open floor plan is light, bright, and inviting, featuring 9-foot ceilings, no popcorn ceilings, and elegant crown molding throughout. Extensive improvements include porcelain plank flooring, new interior doors and lighting, and a beautifully remodeled primary bathroom with upscale cabinetry and fixtures. A new HVAC system was installed in 2026. Recently installed hurricane-impact windows and sliding glass doors provide full storm protection while showcasing the spectacular views. The open-concept kitchen is designed for both everyday living and entertaining, with GE Café appliances—including a double oven—quartz countertops, expanded cabinetry, and crown molding. The guest bathroom has also been completely updated. The den offers wonderful flexibility as a home office, television room, reading retreat, or overflow guest bedroom. Storage is plentiful, with a private balcony storage area and additional storage conveniently located near the elevator. The condominium includes under-building parking space #185, along with additional guest parking in front of the building. Harbourside buildings are constructed of solid steel-reinforced concrete, providing exceptional strength and a quieter living environment. Harbourside is a pet-friendly, guard-gated private-island community offering an incredible collection of resort-style amenities. Residents enjoy beautifully landscaped grounds, a marina with 87 deeded boat slips, kayak storage, five tennis courts with pickleball, six swimming pools, shuffleboard, saunas, a hot tub, and a scenic 1.5-mile waterfront walking trail. Additional amenities include separate men’s and women’s fitness centers, a country-club-style clubhouse with an active social calendar, three car-wash stations with vacuums and air, and electric-vehicle charging stations. All of this is just a short bike ride from the beach and close to shopping, restaurants, medical facilities, entertainment, vibrant downtown St. Petersburg, world-class Gulf beaches, professional sports venues, and international airports. Close to everything—yet a world away. This is waterfront resort living at its absolute finest! Harbourside is not an age-restricted community.

7912 Sailboat Key Boulevard S Unit 201, South Pasadena
1316 Pasadena Avenue S Unit 303, South Pasadena
$249,000
2 Beds ⋅ 2 Baths ⋅ Pasadena Cove SubDv. ⋅ 33707 Zip Code
Furnished, move-in ready, and ideally located in the gated waterfront community of Pasadena Cove, this beautifully maintained two-bedroom, two-bath condominium offers an easy Florida lifestyle from the moment you arrive. The bright, open living and dining area is filled with natural light and extends to a private screened balcony—an inviting spot for morning coffee, evening relaxation, and year-round enjoyment. A desirable split-bedroom floor plan provides excellent privacy for owners and guests. The spacious primary suite includes direct balcony access, a large walk-in closet, and a private en-suite bath. The comfortable guest bedroom and second full bath are located on the opposite side of the living area. Additional conveniences include an interior laundry room with a full-size washer and dryer, air-conditioning system installed in 2023, a separate storage unit, and assigned covered carport #197. The Seller is Canadian and has used the Condo for only a few months each year. Built by respected local builder JMC, Pasadena Cove is an all-ages, pet-friendly community surrounded by lush tropical landscaping. Residents enjoy a heated swimming pool and spa, fitness center, and clubhouse featuring a kitchen, comfortable lounge, and billiards room. The community sustained no damage from the 2024 hurricanes. The Milestone Inspection and SIRS have been completed. Gulf beaches, downtown St. Petersburg, shopping, restaurants, and Tampa International Airport are all within convenient reach. Whether you are searching for a full-time residence, seasonal retreat, or carefree Florida getaway, this welcoming condo is ready for you to move in and begin enjoying the waterfront lifestyle.

1316 Pasadena Avenue S Unit 303, South Pasadena
5840 30th Avenue S Unit 201, Gulfport
$195,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Bring your personal style and discover the possibilities in this 2-bedroom, 2-bath condo in the Avalon Building at Town Shores of Gulfport. With a solid foundation and plenty of potential, just a few thoughtful updates could transform this home into a fresh, inviting Florida retreat tailored to your taste. Some of the work is already done. The shared bath has been refreshed with newer tile, a walk-in shower, and an updated vanity, and French doors open from the primary bedroom into an enclosed Florida room, a bright bonus space ready to become a home office, reading nook, hobby room, or guest retreat. An assigned carport space keeps your car covered and close to home. Located in a beautifully maintained 55+ waterfront community along Boca Ciega Bay, the Avalon Building offers a friendly atmosphere and convenient access to everything that makes Town Shores such a desirable place to call home. Whether you're looking for a full-time residence or a sunny Florida getaway, this condo presents an opportunity to update at your own pace while enjoying the community and lifestyle from day one. Town Shores is known for its impressive collection of resort-style amenities, including four heated swimming pools, tennis and pickleball courts, a fitness center, shuffleboard, billiards, a library, marina, and scenic waterfront walking paths. Spend your mornings strolling along Boca Ciega Bay, your afternoons by the pool, and your evenings enjoying everything nearby Gulfport has to offer. Just minutes away is Gulfport's colorful waterfront district, filled with locally owned restaurants, boutiques, art galleries, entertainment, and popular markets and community events. Browse the Tuesday Fresh Market on the bay, catch a dance or concert at the historic Gulfport Casino Ballroom, or paddle the mangroves at Clam Bayou Nature Preserve. Stetson University College of Law is right around the corner, the Gulf beaches of St. Pete Beach are about 10 minutes away, and downtown St. Petersburg is roughly 20 minutes by car, making this Gulfport FL condo an easy home base for 55+ living in Pinellas County.

5840 30th Avenue S Unit 201, Gulfport
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